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Flurandrenolide
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Name

Flurandrenolide

 EINECS 216-196-8
CAS No. 1524-88-5 Density 1.314 g/cm3
PSA 93.06000 LogP 2.49870
Solubility 295mg/L(25 oC) Melting Point 247-255°
Formula C24H33FO6 Boiling Point 578.75 °C at 760 mmHg
Molecular Weight 436.521 Flash Point 303.817 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 1524-88-5 (Flurandrenolide) Hazard Symbols N/A
Synonyms

Pregn-4-ene-3,20-dione,6a-fluoro-11b,16a,17,21-tetrahydroxy-, cyclic 16,17-acetal with acetone(7CI,8CI);33379;6a-Fluoro-11b,21-dihydroxy-16a,17a-(isopropylidenedioxy)pregn-4-ene-3,20-dione;6a-Fluoro-16a-hydroxyhydrocortisone 16,17-acetonide;Alondra F;Cordran;Drenison;Drocort;Fluadrenolone;Fludroxycortide;Fluorandrenolone;Fluorandrenolone acetonide;Fluoroandrenolone acetonide;Flurandrenolide;Flurandrenolone;Flurandrenolone acetonide;Haelan;HaldroneF;L 33379;Sermaka;

Article Data 12

Flurandrenolide Synthetic route

3385-03-3, 3870-63-1, 79284-83-6

flunisolide

1524-88-5

flurandrenolide

Conditions
ConditionsYield
With Wilkinson's catalyst; hydrogen In ethanol; toluene for 65h; Ambient temperature;76%
(tris(triphenylphosphine)rhodium) chloride In ethanol; chloroform; toluene
(tris(triphenylphosphine)rhodium) chloride In ethanol; chloroform; toluene
1524-88-5

flurandrenolide

123-72-8

butyraldehyde

A

(4aR,4bS,5S,6aS,6bS,8R,9aR,10aS,10bS,12S)-12-Fluoro-5-hydroxy-6b-(2-hydroxy-acetyl)-4a,6a-dimethyl-8-propyl-3,4,4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12-tetradecahydro-7,9-dioxa-pentaleno[2,1-a]phenanthren-2-one

B

(4aR,4bS,5S,6aS,6bS,8S,9aR,10aS,10bS,12S)-12-Fluoro-5-hydroxy-6b-(2-hydroxy-acetyl)-4a,6a-dimethyl-8-propyl-3,4,4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12-tetradecahydro-7,9-dioxa-pentaleno[2,1-a]phenanthren-2-one

Conditions
ConditionsYield
With hydrogenchloride at -15 - -10℃; for 2h;A 39%
B 27%
1524-88-5

flurandrenolide

543-80-6

barium(II) acetate

4533-89-5

21-(acetyloxy)-6α-fluoro-11β-hydroxy-16α,17-<(1-methylethylidene)bis(oxy)>pregna-1,4-diene-3,20-dione

Conditions
ConditionsYield
1.) Corynebacterium simplex, DMF, 20 h, 2.) glacial acetic acid, acetic anhydride, room temp., 24 h; Yield given. Multistep reaction;
1524-88-5

flurandrenolide

75578-60-8

6α-Fluoro-16α,17α-isopropylidenedioxandrost-4-en-11β-ol-3-one-17β-carboxylic acid

Conditions
ConditionsYield
With potassium hydroxide; oxygen In methanol; dichloromethane for 6h; Ambient temperature; Yield given;
1524-88-5

flurandrenolide

112-67-4

n-hexadecanoyl chloride

144653-70-3

6α-Fluoro-11β-hydroxy-16α,17α-[(1-methylethylidene)bis(oxy)]-21-palmitoyloxypregn-4-ene-3 20-dione

Conditions
ConditionsYield
In 1,4-dioxane; pyridine; ethanol; n-heptane; chloroform

Flurandrenolide Specification

The Flurandrenolide, with the CAS registry number 1524-88-5, is also known as 6alpha-Fluoro-11beta,16alpha,17,21-tetrahydroxypregn-4-ene-3,20-dione, cyclic 16,17-acetal with acetone. This chemical's molecular formula is C24H33FO6 and formula weight is 436.52. What's more, its systematic name is called (4aR,4bS,5S,6aS,6bS,9aR,10aS,10bS,12S)-12-Fluoro-5-hydroxy-6b-(hydroxyacetyl)-4a,6a,8,8-tetramethyl-3,4,4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12-tetradecahydro-2H-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol -2-one.

Physical properties about this chemical are: (1)ACD/LogP: 2.05; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.05; (4)ACD/LogD (pH 7.4): 2.05; (5)ACD/BCF (pH 5.5): 21.17; (6)ACD/BCF (pH 7.4): 21.17; (7)ACD/KOC (pH 5.5): 309.43; (8)ACD/KOC (pH 7.4): 309.43; (9)#H bond acceptors: 6; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 71.06 Å2; (13)Index of Refraction: 1.572; (14)Molar Refractivity: 109.44 cm3; (15)Molar Volume: 332.3 cm3; (16)Surface Tension: 52.6 dyne/cm; (17)Density: 1.31 g/cm3; (18)Flash Point: 303.8 °C; (19)Enthalpy of Vaporization: 99.45 kJ/mol; (20)Boiling Point: 578.7 °C at 760 mmHg; (21)Vapour Pressure: 8.35E-16 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C1\C=C5/[C@](C)(CC1)[C@@H]2[C@H]([C@H]3[C@](C[C@@H]2O)([C@@]4(OC(O[C@@H]4C3)(C)C)C(=O)CO)C)C[C@@H]5F
(2)InChI: InChI=1/C24H33FO6/c1-21(2)30-19-9-14-13-8-16(25)15-7-12(27)5-6-22(15,3)20(13)17(28)10-23(14,4)24(19,31-21)18(29)11-26/h7,13-14,16-17,19-20,26,28H,5-6,8-11H2,1-4H3/t13-,14-,16-,17-,19+,20+,22-,23-,24+/m0/s1
(3)InChIKey: POPFMWWJOGLOIF-XWCQMRHXBO

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